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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Highland Falls offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Highland Falls, NY presents an attractive short-term rental opportunity with an ROI score of 68 out of 100, driven by above-average revenue-to-price ratios and occupancy stability. With just 39 active listings and an average annual revenue of $48,837 against home values averaging $532,666, the market offers a compelling yield profile for a Hudson Valley community. Proximity to West Point and the scenic Hudson Highlands likely fuels a blend of event-driven and leisure demand that keeps this compact market viable year-round.
According to Rabbu market data, the Highland Falls short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 39 |
| Average Daily Rate (ADR) | vs. $381 state avg. | $374 |
| Average Occupancy Rate | vs. 40% state avg. | 29% |
| RevPAN | ADR * Occupancy Rate | $109 |
| Average Monthly Revenue | Historical 12-month average | $4,069 |
| Average Annual Revenue | Historical 12-month average | $48,837 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Highland Falls appeals to investors seeking above-average revenue relative to property costs in a small, supply-constrained Hudson Valley market with consistent seasonal demand.
Key investment factors
"Highland Falls represents a solid opportunity for STR investors willing to navigate a seasonal demand curve. Revenue swings meaningfully from winter lows around $2,157 in January to a summer peak of $6,922 in August — a spread that underscores the importance of pricing strategy and off-season marketing. The market's above-average revenue-to-price ratio and occupancy stability are encouraging, though below-average market growth trends suggest the area is still maturing as an STR destination rather than accelerating. Investors targeting 3- or 4-bedroom properties stand to capture the strongest returns in this small but promising market."
— Rabbu Market Analysis Team
Highland Falls shows pronounced seasonality, with August delivering the highest average revenue at $6,922 and January marking the low point at $2,157 — a 3.2x spread between peak and trough. Investors should plan for a strong May-through-October earning window, with fall months like October ($5,161) offering a welcome extension beyond summer.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$2,157 |
| February |
|
$2,452 |
| March |
|
$2,376 |
| April |
|
$2,784 |
| May |
|
$4,207 |
| June |
|
$4,599 |
| July |
|
$6,169 |
| August |
|
$6,922 |
| September |
|
$4,979 |
| October |
|
$5,161 |
| November |
|
$3,861 |
| December |
|
$3,166 |
Three-bedroom listings dominate supply with 17 of the market's 39 active listings, followed by 4-bedroom homes at 8 units. One- and 2-bedroom properties are equally scarce at just 5 listings each, potentially signaling an opportunity for smaller units that could capture the higher occupancy rates those sizes tend to achieve.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
5 |
| 2 bedrooms |
|
5 |
| 3 bedrooms |
|
17 |
| 4 bedrooms |
|
8 |
ADR scales sharply with property size in Highland Falls, from $159/night for 1-bedroom units to $600/night for 4-bedroom properties — nearly a 4x premium. The jump from 3-bedroom ($327) to 4-bedroom ($600) is especially steep, suggesting strong group and family travel demand willing to pay for space.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$159 |
| 2 bedrooms |
|
$253 |
| 3 bedrooms |
|
$327 |
| 4 bedrooms |
|
$600 |
Four-bedroom properties deliver the strongest RevPAN at $143 per available night, well ahead of 3-bedroom units at $90 and smaller configurations in the $74–$79 range. Despite lower occupancy, the premium nightly rates of larger homes more than compensate, making them the most efficient revenue generators on a per-night basis.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$79 |
| 2 bedrooms |
|
$74 |
| 3 bedrooms |
|
$90 |
| 4 bedrooms |
|
$143 |
One-bedroom listings significantly outperform on occupancy at 50%, nearly double the rate of 2- and 3-bedroom units (29% and 28%) and more than twice the 4-bedroom average of 24%. For investors prioritizing consistent bookings and cash-flow predictability, smaller units offer notably steadier demand, though they trade off lower absolute revenue.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
50% |
| 2 bedrooms |
|
29% |
| 3 bedrooms |
|
28% |
| 4 bedrooms |
|
24% |
Four-bedroom properties top the monthly revenue chart at $5,643, followed by 3-bedrooms at $4,078, while 2-bedroom units trail at $2,292. Interestingly, 1-bedroom listings outpace 2-bedrooms by earning $3,550/month, driven by their substantially higher occupancy rates that partially offset their lower ADR.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$3,550 |
| 2 bedrooms |
|
$2,292 |
| 3 bedrooms |
|
$4,078 |
| 4 bedrooms |
|
$5,643 |
At $67,726 per year, 4-bedroom properties offer the highest annual revenue potential — roughly 2.5x what a 2-bedroom listing generates ($27,515). Three-bedroom units closely track the market average at $48,936 annually, making them a balanced choice for investors seeking solid returns without the higher acquisition costs of the largest homes.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$42,611 |
| 2 bedrooms |
|
$27,515 |
| 3 bedrooms |
|
$48,936 |
| 4 bedrooms |
|
$67,726 |
Parking is universal across Highland Falls listings at 100%, followed by kitchens (95%) and self check-in (87%), reflecting guest expectations for home-like convenience and autonomy. Outdoor amenities like patios (67%), backyards (64%), and BBQ grills (64%) are well-represented, signaling that guests value the Hudson Valley's outdoor lifestyle — while premium features like hot tubs (8%) and pools (5%) remain rare differentiators.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
100% |
| Kitchen |
|
95% |
| Self Check-in |
|
87% |
| Workspace |
|
80% |
| Washer |
|
77% |
| Dryer |
|
72% |
| Patio or Balcony |
|
67% |
| Backyard |
|
64% |
| BBQ Grill |
|
64% |
| Outdoor Furniture |
|
46% |
| Pets |
|
39% |
| EV Charger |
|
8% |
| Hot Tub |
|
8% |
| Pool |
|
5% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Highland Falls Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Above average | 40% |
| Occupancy Stability | Above average | 30% |
| Market Growth Trend | Below average | 15% |
| Supply/Demand Balance | Average | 15% |
Highland Falls earns a 68 out of 100 ROI score, placing it in the 'Attractive Opportunity' band — meaning the fundamentals support a worthwhile investment, though it's not without caveats. The market's above-average marks in revenue-to-price ratio and occupancy stability are the primary drivers, while a below-average market growth trend suggests the area is still finding its footing as an STR destination. Pairing this score with thorough local regulatory research and a realistic seasonal revenue model will give investors the clearest picture of potential returns.
Understanding local STR regulations is essential before investing in Highland Falls. Here's the current regulatory landscape:
Highland Falls, located in New York State, may require short-term rental operators to obtain permits or register their properties with local authorities. Investors should verify current permit and licensing requirements directly with the Village of Highland Falls and Orange County offices before listing.
Common STR restrictions in New York communities can include occupancy limits, minimum stay requirements, noise and nuisance ordinances, parking mandates, and caps on the number of permitted rentals. HOA and homeowner association rules may impose additional constraints, so reviewing property-level covenants is essential before purchasing.
Short-term rental hosts in New York are typically subject to state and local occupancy taxes, sales tax, and potentially county-level tourism levies. Platforms like Airbnb often collect and remit certain taxes on behalf of hosts, but operators should confirm their full tax obligations with a qualified advisor.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Highland Falls can provide current regulatory guidance.
Financing an Airbnb investment in Highland Falls requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Highland Falls should continue benefiting from its summer and early-fall peak season, with estimates pointing to occupancy holding in the 27–32% range market-wide. ADR may see modest upward pressure in the $370–$390 corridor given the small supply base, though the 195% year-over-year listing growth signals new competition entering the market. Investors who secure properties before supply fully saturates can likely lock in stronger positioning, but monitoring how the expanding inventory affects occupancy will be important through 2027."
— Rabbu Market Analysis Team
Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.
Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month historical averages and may not capture very recent market shifts. Local regulations, HOA rules, and permit requirements can change; investors should verify current rules before purchasing or listing a property.
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